Glycolaldehyde

Base Information

• Chemical Name: Glycolaldehyde
• CAS No.: 141-46-8
• Molecular Formula: C2H4 O2
• Molecular Weight: 60.0526
• Hs Code.: 2912491000
• European Community (EC) Number: 205-484-9
• NSC Number: 67935
• UNII: W0A0XPU08U
• DSSTox Substance ID: DTXSID4074693
• Nikkaji Number: J2.537B
• Wikipedia: Glycolaldehyde
• Wikidata: Q899877
• Metabolomics Workbench ID: 38299
• ChEMBL ID: CHEMBL3884509
• Mol file: 141-46-8.mol

Synonyms:glycolaldehyde;hydroxyacetaldehyde

Chemical Property of Glycolaldehyde

Chemical Property:

• Vapor Pressure: 4.15mmHg at 25°C
• Melting Point: 97°C
• Refractive Index: 1.4772
• Boiling Point: 131.3°Cat760mmHg
• PKA: 13.34±0.10(Predicted)
• Flash Point: 42°C
• PSA: 37.30000
• Density: 1.065g/cm³
• LogP: -0.82240
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 60.021129366
• Heavy Atom Count: 4
• Complexity: 18

Purity/Quality:

99%, ^*data from raw suppliers

GLYCOLALDEHYDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Moderately toxic by ingestion.
• Hazard Codes: Moderately toxic by ingestion.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Biological Agents -> Monosaccharides and Derivatives
• Canonical SMILES: C(C=O)O
• Uses: Glycolaldehyde is derived from 2,2-Diethoxyethanol (D441940), which is used in the synthesis of neooxazolomycin, part of the oxazolomycin family of antibiotics. Also used in the synthesis of pyrimidine based inhibitors of phosphodiesterase 7 (PDE7).

Technology Process of Glycolaldehyde

There total 322 articles about Glycolaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

p-Nitrophenyloxirane (6388-74-5,38201-14-8,71884-55-4) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Glycolaldehyde (141-46-8)

Guidance literature:

With potassium chloride; sodium perchlorate; at 25 ℃; Rate constant; Mechanism; different pH 2-14;

DOI:10.1021/jo00084a012

Reference yield:

2-(4-nitrophenoxy)oxirane (59485-08-4) → 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + Glycolaldehyde (141-46-8)

Guidance literature:

With phosphate buffer; In water; at 37 ℃; Thermodynamic data; activation energy;

DOI:10.1248/cpb.36.2267

Reference yield:

cinnamylamine 2,3-oxide hydrochloride (697734-59-1) → 2,3-epoxy-3-phenylpropanal (71403-94-6) + benzaldehyde (100-52-7) + Glycolaldehyde (141-46-8)

Guidance literature:

With potassium phosphate buffer; In water; Mechanism; monoamine oxidase B, pH 7.2;

DOI:10.1021/ja00104a058

upstream raw materials:

pyridine

triethanolamine

dibenzoyl peroxide

4-chloro-1,3-dioxolan-2-one

Downstream raw materials:

1,1,2-triacetoxy-ethane

2-methyl-3-furancarboxylic acid

2,3-di-O-benzoyl-DL-glycerononitrile

optically inactive 1-hydroxymethyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid

Refernces

• 1、 Spencer, A.. "HYDROFORMYLATION OF FORMALDEHYDE CATALYSED BY RHODIUM COMPLEXES". . p. 113 - 124. Retrieved 1980.
• 2、 Orlando, John J.,Tyndall, Geoffrey S.,Bilde, Merete,Ferronato, Corinne,Wallington, Timothy J.,Vereecken, Luc,Peeters, Jozef. "Laboratory and theoretical study of the oxy radicals in the OH- and Cl-initiated oxidation of ethene". . p. 8116 - 8123. Retrieved 1998.
• 3、 Ventura, Maria,Cecilia, Juan A.,Rodríguez-Castellón, Enrique,Domine, Marcelo E.. "Tuning Ca-Al-based catalysts' composition to isomerize or epimerize glucose and other sugars". . p. 1393 - 1405. Retrieved 2020.
• 4、 Ezhova, N. N.,Korneeva, G. A.,Kurkin, V. I.,Slivinsky E. V.. "Study of hydroformylation of formaldehyde in the presence of rhodium catalysts by in situ IR spectroscopy and the kinetic technique". . p. 1027 - 1030. Retrieved 1995.
• 5、 Snytnikova, Olga A.,Simonov, Alexandr N.,Pestunova, Oxana P.,Parmon, Valentin N.,Tsentalovich, Yuri P.. "Study of the photoinduced formose reaction by flash and stationary photolysis". . p. 9 - 11. Retrieved 2006.
• 6、 Lasne, Marie-Claire,Ripoll, Jean-Louis. "REACTIONS RETRODIENIQUES XIII - THERMOLYSE ECLAIR DES (Z) ET (E) DIHYDROXY-11,12 ETHANO-9,10 ANTHRACENES : SYNTHESE DES (Z) ET (E) ETHENEDIOLS-1,2.". . p. 1587 - 1588. Retrieved 1982.
• 7、 Praske, Eric,Crounse, John D.,Bates, Kelvin H.,Kurtén, Theo,Kjaergaard, Henrik G.,Wennberg, Paul O.. "Atmospheric fate of methyl vinyl ketone: Peroxy radical reactions with NO and HO2". . p. 4562 - 4572. Retrieved 2015.
• 8、 Vodyankina, Olga V.,Blokhina,Kurzina,Sobolev,Koltunov, K.Yu.,Chukhlomina,Dvilis. "Selective oxidation of alcohols over Ag-containing Si3N 4 catalysts". . p. 127 - 132. Retrieved 2013.
• 9、 Güner, Samed,Pick, André,Sieber, Volker,Wegat, Vanessa. "Design of a synthetic enzyme cascade for the: In vitro fixation of a C1carbon source to a functional C4sugar". . p. 6583 - 6590. Retrieved 2021.
• 10、 Mead,Bartron. "-". . p. 1287. Retrieved 1948.